- Emile Hirsch as Chris McCandless a.k.a. Alexander Supertramp
- Marcia Gay Harden as Billie McCandless
- William Hurt as Walt McCandless
- Jena Malone as Carine McCandless
- Catherine Keener as Jan Burres
- Brian H. Dierker as Rainey
- Hal Holbrook as Ron Franz
- Kristen Stewart as Tracy Tatro
- Vince Vaughn as Wayne Westerberg
- Zach Galifianakis as Kevin
- Thure Lindhardt as Mads
- Signe Egholm Olsen as Sonja
- Merritt Wever as Lori
- Jim Gallien as Himself, Gallien is the truck driver who drove the real McCandless to Stampede Trail, he was the last person to see him alive[5]
- Leonard Knight as Himself
- R. D. Call as Bull
- Cheryl Harrington as social worker
- Bart the Bear 2 as The Bear
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